qualitative-identification-carboxylic-acids-boronic-acids-amines

Qualitative Identification of Carboxylic Acids, Boronic Acids, and Amines Using Cruciform Fluorophores

Molecular cruciforms are X-shaped systems in which two conjugation axes intersect at a central core. If one axis of these molecules is substituted with ...

Ruprecht-Karls-Universität Heidelberg

A small array was obtained from three reactive cruciform fluorophores in six different solvents. The array discerned 10 different aromatic carboxylic acids by protonation-induced fluorescence shifts, which were recorded by digital photography. This simple array can discern acids that have closely spaced pK(a) values.

Discrimination of organic acids using a three molecule array based upon cruciform fluorophores.

We have synthesized a series of ethynylated phenazines and their bis-triazolyl cycloadducts to serve as metal ion sensors. Binding of metal ions is achieved through coordination to the phenazine nitrogen atom and the triazole ring. To allow metal sensing in aqueous solution, the triazole units are substituted with water-soluble ethylene glycol chains. These phenazine cycloadducts exhibit a selective affinity for binding silver ions. Examination of the halogenated analogues reveals a lowering of the band gap and the corresponding bathochromic shifts in the absorption and emission spectra. The electron-withdrawing properties of these halogens also result in significantly decreased metal-binding activity of the phenazine cycloadducts.

Article	Year
Discrimination of organic acids using a three molecule array based upon cruciform fluorophores. Journal of the American Chemical Society\| PubMed ID: 21520966	2011
Alkynylated phenazines: synthesis, characterization, and metal-binding properties of their bis-triazolyl cycloadducts. The Journal of organic chemistry\| PubMed ID: 22894605	2012

Evan A. Davey

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